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Enantioselective Nazarov Cyclizations Catalyzed by an Axial Chiral C 6 F 5 ‐Substituted Boron Lewis Acid
Author(s) -
Süsse Lars,
Vogler Maria,
Mewald Marius,
Kemper Benedict,
Irran Elisabeth,
Oestreich Martin
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201806011
Subject(s) - enantioselective synthesis , catalysis , boron , lewis acids and bases , chemistry , ring (chemistry) , stereochemistry , medicinal chemistry , organic chemistry
A chiral variant of B(C 6 F 5 ) 3 with a 3,3′‐disubstituted binaphthyl backbone is shown to catalyze Nazarov cyclizations with high levels of enantio‐ and diastereocontrol. The parent B(C 6 F 5 ) 3 also promotes these ring closures efficiently. This electrocyclization is another example of the still small family of C−C bond formations mediated by B(C 6 F 5 ) 3 as the catalyst.